Methane → HCID 28918746、化合物

HRID 66727

反応式

HRID 66727 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[O:9][CH2:10][C:11]#[N:12].C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:24](N)[CH2:25][NH2:26].ClC1C=CC=CC=1Cl.C>C(Cl)Cl.C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[O:9][CH2:10][C:11]1[NH:26][CH2:25][CH2:24][N:12]=1

参加物

7

反応物 4

HCID 297MethaneHCID 72391,2-DichlorobenzeneHCID 2250301,2-Ethanediamine, 4-methylbenzenesulfonate (1:?)HCID 43242589HCID 43242589、化合物

生成物 1

HCID 28918746HCID 28918746、化合物収率 32.7%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 36.3 g of 4-chloro-m-tolyloxyacetonitrile, 46.6 g of ethylenediamine p-toluenesulfonate and 150 ml of 1,2-dichlorobenzene was heated with stirring in a 500 ml round-bottomed three-necked flask at reflux under a small flow of nitrogen for 1.5 hours, essentially as described in U.S. Pat. No. 3,449,356. The reaction mixture was cooled, diluted with methylene chloride and the solids filtered off. The solids were slurried in water and then basified with 5 normal (N) sodium hydroxide and then filtered. The solids were washed well with water and dried to obtain 42.0 g of the crude product, m.p. 91°-95° C. A 19.5 g portion of the crude product was put in solution in approximately 150 ml of boiling toluene, treated with activated charcoal and filtered. The filtrate was cooled and then filtered, which gave 14.7 g of purified 2-(((4-chloro-m-tolyl)oxy)methyl)-2-imidazoline, m.p. 90°-92° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux under a small flow of nitrogen for 1.5 hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationthe solids filtered off
  5. filtrationfiltered
  6. washThe solids were washed well with water
  7. customdried
  8. customto obtain 42.0 g of the crude product, m.p. 91°-95° C
  9. filtrationfiltered
  10. temperatureThe filtrate was cooled
  11. filtrationfiltered

出典と根拠

ORDレコード
ord-2821cd02ba4e44d9b486448b99a06b08
出典データセット
uspto-grants-1982_08
特許番号
US04343809

関連ノート

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